Mechanism of the Photosensitized Redox Reactions of Acridine Orange in Aqueous Solutions-a System of Interest in the Photochemical Storage of Solar Energy

Chan, Man Sze; Bolton, James R.

doi:10.1111/j.1751-1097.1981.tb09401.x

Cited by 31 publications

(15 citation statements)

References 46 publications

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“…75,399,400 Accordingly, AO might be expected to act as both a reductant and an oxidant in the excited state. The activity of excited state AOH + * is primarily as an oxidant 75,399,401 as are the related acriflavine AcrF + and protonated proflavine PFH + . 402 When reduced, the resulting acridinyl radicals are moderate reductants owing to the diamino substituents.…”

Section: Alkene Hydrofunctionalizationmentioning

confidence: 99%

Organic Photoredox Catalysis

2016

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In this review, we highlight the use of organic photoredox catalysts in a myriad of synthetic transformations with a range of applications. This overview is arranged by catalyst class where the photophysics and electrochemical characteristics of each is discussed to underscore the differences and advantages to each type of single electron redox agent. We highlight both net reductive and oxidative as well as redox neutral transformations that can be accomplished using purely organic photoredox-active catalysts. An overview of the basic photophysics and electron transfer theory is presented in order to provide a comprehensive guide for employing this class of catalysts in photoredox manifolds.

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Section: Alkene Hydrofunctionalizationmentioning

confidence: 99%

Organic Photoredox Catalysis

2016

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“…Many parallels can be drawn between these reactions of ES H + acceptors and those of ES H + donors, including the relative incompatibility of metal complex photosensitizers and a dearth of well-behaved photobases that absorb visible light . Furthermore, among visible light-absorbing organic photobases, some also readily undergo redox chemistry in their excited states (e.g., acridines), which limits their viability as discrete ES H + acceptors. , To our knowledge, there have been no reports of photobase-initiated ES-PCET, but this underexplored field holds promise as another approach capable of bypassing the restrictions of more conventional ET-dominated ES-PCET reaction schemes.…”

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confidence: 99%

Excited-State Proton-Coupled Electron Transfer: Different Avenues for Promoting Proton/Electron Movement with Solar Photons

et al. 2017

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Excited-state proton-coupled electron transfer (ES-PCET) is a promising avenue for solar fuel production and small molecule activation. Although less is known about ES-PCET reactions than related transformations involving exclusively thermal processes, ES-PCET holds promise as a simple and efficient reaction scheme for the formation of solar fuels, and it may provide access to new reactivity not accessible from ground electronic states. This review classifies ES-PCET into six categories based on the identity of the photoexcited reactant: excited-state H + /e − donors, excited-state H + /e − acceptors, photo-oxidants, photoreductants, photoacids, and photobases. A brief overview of each class of ES-PCET is presented. Recent advances and key discoveries within the six classes of ES-PCET are examined, and underexplored reaction systems and promising paths for future research are discussed.

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“…In basic conditions, it has been observed that the main deactivation paths of electronically excited AO are fluorescence and triplet state formation [50,51]; both singlet and triplet states can transfer electrons to acceptor species, similarly to what observed for molecules adsorbed on titania [19], and the electron transfer process can be even more efficient if basic AO is formed [52]. However, the adsorption of acridine dyes on oxide surfaces enhances the population of triplet states with strong charge transfer character [53].…”

Section: Discussionmentioning

confidence: 80%

“…Since the photoactivity of semiconductors is highly dependent on the specific surface area (surface area per unit gram of silica) and surface-to-volume ratio, which increase dramatically as particle size decreases [49,50], we expected a better photodegradation efficiency for the 55 nm NPs. On the contrary, we observed a similar photoactivity for SNP1-APTES and SNP2-APTES at 490 nm and a reduced photoactivity (37%) at 313 nm for SNP1-APTES as compared to SNP2-APTES.…”

Section: Discussionmentioning

confidence: 98%